Journal
ORGANIC LETTERS
Volume 20, Issue 16, Pages 4773-4776Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01886
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Funding
- National Natural Science Foundation of China [21772215, 21472214, 21532010]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20030100]
- Chinese Academy of Sciences
- Technology Commission of Shanghai Municipality
- Croucher Foundation of Hong Kong
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Allenic amides are successfully developed as dipolarophiles to react with vinyl epoxides under Pd-catalysis. The chiral NHC showed its unique role as the ligand in this asymmetric [3 + 2] cycloaddition. Chiral tetrahydrofurans bearing three functional groups (monosubstituted alkene, tetrasubstituted enolether, and amide) and vicinal tertiary and quaternary stereocenters were obtained in high yields with high diastereo- and enantioselectivities.
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